苯胺脱氨Suzuki-Miyaura偶联的硝酸盐还原

IF 16.1 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Angewandte Chemie International Edition Pub Date : 2025-05-02 DOI:10.1002/anie.202504012

Chen-Chen Li, Áron Adorján, Manolis Sofiadis, Tim Schulte, Javier Mateos, Mike Rippegarten, Tobias Ritter

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引用次数: 0

摘要

本文首次将过渡金属催化与硝酸重氮化学有机结合，提出了苯胺与硝酸重氮脱氨的suzuki - miyaura型偶联反应（SMC）。亚硫酸氢盐和硼酸对硝酸盐的协同还原可以同时实现氧化重氮化和低价过渡金属氧化还原转化。该反应使用低危害、容易获得的起始材料和试剂。与以前的重氮基suzuki - miyaura偶联相比，通过还原硝酸盐来原位氧化苯胺可以获得更大的官能团耐受性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Nitrate Reduction for Deaminative Suzuki-Miyaura Coupling of Anilines

We present a deaminative Suzuki-Miyaura-type coupling (SMC) of anilines with nitrate as a diazotization reagent, which integrates transition-metal catalysis with nitrate-based diazonium chemistry for the first time. The synergistic reduction of nitrate by bisulfite and boronic acids allows for both oxidative diazotization with low-valent transition metal redox transformations simultaneously. The reaction utilizes low-hazard, readily available starting materials and reagents. In comparison to previous diazonium-based Suzuki-Miyaura-couplings, the in-situ oxidation of anilines by reduction of nitrate allows larger functional group tolerance.

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来源期刊

Angewandte Chemie International Edition 化学-化学综合

CiteScore

26.60

自引率

6.60%

发文量

3549

审稿时长

1.5 months

期刊介绍： Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.